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Nitromersol
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Nitromersol

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Nitromersol
Nitromersol.svg
Names
IUPAC name
5-Methyl-2-nitro-7-oxa-8-mercurabicyclo[4.2.0]octa-1(6),2,4-triene
Other names
Metaphen; 6-Methyl-3-nitrobenzoxamercurete; 4-Nitro-5-hydroxymercuriorthocresol
Identifiers
3D model (JSmol)
ChemSpider
ECHA InfoCard 100.004.648
PubChem CID
UNII
  • InChI=1S/C7H6NO3.Hg/c1-5-2-3-6(8(10)11)4-7(5)9;/h2-3,9H,1H3;/q;+1/p-1
    Key: UEHLXXJAWYWUGI-UHFFFAOYSA-M
  • InChI=1/C7H6NO3.Hg/c1-5-2-3-6(8(10)11)4-7(5)9;/h2-3,9H,1H3;/q;+1/p-1/rC7H5HgNO3/c1-4-2-3-5(9(10)11)6-7(4)12-8-6/h2-3H,1H3
    Key: UEHLXXJAWYWUGI-ITKDQSLKAT
  • Cc1ccc(c2[Hg]Oc12)[N+]([O-])=O
Properties
C7H5HgNO3
Molar mass 351.713 g·mol−1
Hazards
Occupational safety and health (OHS/OSH):
Main hazards
moderately toxic
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

Nitromersol (metaphen) is a mercury-containing organic compound that is primarily used as an antiseptic and disinfectant. It is a brown-yellow solid that has no odor or taste, does not irritate the skin or mucous membranes, and has no impact on rubber or metallic instruments, including surgical and dental tools.

This compound is a confirmed animal carcinogen. It can emit toxic fumes of NOx and mercury vapor when heated. In 1998, use of nitromersol (and other mercury-containing products) as OTC first-aid antiseptics and products for diaper rash and vaginal contraceptives was disallowed by the FDA. Nitromersol can cause hypersensitivity reactions.

It is still in use as a preservative for vaccines and antitoxins.

See also

  • Thiomersal – Organomercury antiseptic and antifungal agent
  • Phenylmercuric nitrate - an organomercury compound with powerful antiseptic and antifungal effects

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